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Manganese-Catalyzed Electrochemical Deconstructive Chlorination of Cycloalkanols via Alkoxy Radicals

preprint
submitted on 06.08.2019, 21:09 and posted on 07.08.2019, 19:18 by Benjamin D. W. Allen, Mishra Deepak Hareram, Alex C. Seastram, Tom McBride, Thomas Wirth, Duncan L. Browne, Louis C. Morrill

A manganese-catalyzed electrochemical deconstructive chlorination of cycloalkanols has been developed. This electrochemical method provides access to alkoxy radicals from alcohols and exhibits a broad substrate scope, with various cyclopropanols and cyclobutanols converted into synthetically useful β- and γ-chlorinated ketones (40 examples). Furthermore, the combination of recirculating flow electrochemistry and continuous inline purification was employed to access products on gram scale.

Funding

EP/R006504/1

EP/R513003/1

EP/N509449/1

History

Email Address of Submitting Author

MorrillLC@cardiff.ac.uk

Institution

Cardiff University

Country

United Kingdom

ORCID For Submitting Author

0000-0002-6453-7531

Declaration of Conflict of Interest

no conflict of interest

Licence

Exports